data_5KQ # _chem_comp.id 5KQ _chem_comp.name "(6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulopyranosonic acid" _chem_comp.type "L-saccharide, beta linking" _chem_comp.pdbx_type ATOMS _chem_comp.formula "C13 H22 N2 O9" _chem_comp.mon_nstd_parent_comp_id ? _chem_comp.pdbx_synonyms ;(6R)-5-(acetylamino)-6-[(1S,2S)-3-(acetylamino)-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulopyranosonic acid; (6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulosonic acid; (6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-L-threo-hex-2-ulosonic acid; (6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-threo-hex-2-ulosonic acid ; _chem_comp.pdbx_formal_charge 0 _chem_comp.pdbx_initial_date 2015-10-14 _chem_comp.pdbx_modified_date 2020-07-17 _chem_comp.pdbx_ambiguous_flag N _chem_comp.pdbx_release_status REL _chem_comp.pdbx_replaced_by ? _chem_comp.pdbx_replaces ? _chem_comp.formula_weight 350.322 _chem_comp.one_letter_code ? _chem_comp.three_letter_code 5KQ _chem_comp.pdbx_model_coordinates_details ? _chem_comp.pdbx_model_coordinates_missing_flag N _chem_comp.pdbx_ideal_coordinates_details Corina _chem_comp.pdbx_ideal_coordinates_missing_flag N _chem_comp.pdbx_model_coordinates_db_code 5E66 _chem_comp.pdbx_subcomponent_list ? _chem_comp.pdbx_processing_site RCSB # # loop_ _pdbx_chem_comp_synonyms.ordinal _pdbx_chem_comp_synonyms.comp_id _pdbx_chem_comp_synonyms.name _pdbx_chem_comp_synonyms.provenance _pdbx_chem_comp_synonyms.type 1 5KQ ;(6R)-5-(acetylamino)-6-[(1S,2S)-3-(acetylamino)-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulopyranosonic acid ; PDB ? 2 5KQ "(6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulosonic acid" PDB ? 3 5KQ "(6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-L-threo-hex-2-ulosonic acid" PDB ? 4 5KQ "(6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-dihydroxypropyl]-3,5-dideoxy-threo-hex-2-ulosonic acid" PDB ? # # loop_ _chem_comp_atom.comp_id _chem_comp_atom.atom_id _chem_comp_atom.alt_atom_id _chem_comp_atom.type_symbol _chem_comp_atom.charge _chem_comp_atom.pdbx_align _chem_comp_atom.pdbx_aromatic_flag _chem_comp_atom.pdbx_leaving_atom_flag _chem_comp_atom.pdbx_stereo_config _chem_comp_atom.model_Cartn_x _chem_comp_atom.model_Cartn_y _chem_comp_atom.model_Cartn_z _chem_comp_atom.pdbx_model_Cartn_x_ideal _chem_comp_atom.pdbx_model_Cartn_y_ideal _chem_comp_atom.pdbx_model_Cartn_z_ideal _chem_comp_atom.pdbx_component_atom_id _chem_comp_atom.pdbx_component_comp_id _chem_comp_atom.pdbx_ordinal 5KQ C11 CAW C 0 1 N N N 24.916 5.885 -15.338 2.462 4.286 -0.918 C11 5KQ 1 5KQ C10 CAV C 0 1 N N N 26.292 5.324 -14.974 2.427 3.046 -0.062 C10 5KQ 2 5KQ O10 OAX O 0 1 N N N 26.920 5.759 -14.011 2.972 3.041 1.021 O10 5KQ 3 5KQ N5 NAU N 0 1 N N N 26.733 4.345 -15.775 1.790 1.942 -0.501 N5 5KQ 4 5KQ C5 CAT C 0 1 N N R 28.031 3.672 -15.598 1.755 0.737 0.331 C5 5KQ 5 5KQ C4 CAR C 0 1 N N S 28.708 3.508 -16.944 3.024 -0.088 0.090 C4 5KQ 6 5KQ O4 OAS O 0 1 N N N 28.991 4.801 -17.500 4.168 0.664 0.502 O4 5KQ 7 5KQ C3 CAQ C 0 1 N N N 30.005 2.739 -16.764 2.941 -1.382 0.905 C3 5KQ 8 5KQ C2 CAL C 0 1 N N R 29.725 1.408 -16.083 1.671 -2.142 0.514 C2 5KQ 9 5KQ C1 CAN C 0 1 N N N 28.833 0.545 -16.981 1.742 -2.523 -0.942 C1 5KQ 10 5KQ O1B OAP O 0 1 N N N 27.983 -0.174 -16.415 1.953 -1.579 -1.874 O1B 5KQ 11 5KQ O1A OAO O 0 1 N N N 29.027 0.624 -18.213 1.610 -3.678 -1.272 O1A 5KQ 12 5KQ O2 OAM O 0 1 N Y N 30.963 0.725 -15.847 1.558 -3.323 1.310 O2 5KQ 13 5KQ O6 OAK O 0 1 N N N 29.076 1.635 -14.814 0.531 -1.308 0.733 O6 5KQ 14 5KQ C6 CAJ C 0 1 N N R 27.812 2.303 -14.977 0.531 -0.105 -0.039 C6 5KQ 15 5KQ C7 CAH C 0 1 N N S 27.130 2.327 -13.633 -0.742 0.690 0.255 C7 5KQ 16 5KQ O7 OAI O 0 1 N N N 26.807 3.568 -13.002 -0.742 1.893 -0.515 O7 5KQ 17 5KQ C8 CAF C 0 1 N N S 25.958 1.376 -13.713 -1.965 -0.152 -0.114 C8 5KQ 18 5KQ O8 OAG O 0 1 N N N 26.502 0.064 -13.826 -1.966 -1.355 0.657 O8 5KQ 19 5KQ C9 CAE C 0 1 N N N 25.171 1.416 -12.434 -3.239 0.643 0.180 C9 5KQ 20 5KQ NAD NAD N 0 1 N N N 23.944 0.622 -12.586 -4.411 -0.163 -0.173 NAD 5KQ 21 5KQ CAB CAB C 0 1 N N N 23.058 0.484 -11.591 -5.650 0.337 0.002 CAB 5KQ 22 5KQ OAC OAC O 0 1 N N N 23.185 0.999 -10.481 -5.796 1.454 0.452 OAC 5KQ 23 5KQ CAA CAA C 0 1 N N N 21.840 -0.378 -11.925 -6.855 -0.492 -0.362 CAA 5KQ 24 5KQ H111 H1 H 0 0 N N N 24.642 6.677 -14.626 3.341 4.257 -1.563 H111 5KQ 25 5KQ H113 H2 H 0 0 N N N 24.948 6.302 -16.355 1.562 4.330 -1.531 H113 5KQ 26 5KQ H112 H3 H 0 0 N N N 24.169 5.079 -15.295 2.510 5.167 -0.279 H112 5KQ 27 5KQ HN5 H4 H 0 1 N N N 26.150 4.056 -16.534 1.354 1.946 -1.368 HN5 5KQ 28 5KQ H5 H5 H 0 1 N N N 28.676 4.271 -14.938 1.699 1.021 1.382 H5 5KQ 29 5KQ H4 H6 H 0 1 N N N 28.044 2.942 -17.615 3.106 -0.329 -0.970 H4 5KQ 30 5KQ HO4 H7 H 0 1 N Y N 28.180 5.282 -17.613 5.007 0.199 0.384 HO4 5KQ 31 5KQ H32 H8 H 0 1 N N N 30.461 2.557 -17.748 3.814 -2.000 0.697 H32 5KQ 32 5KQ H31 H9 H 0 1 N N N 30.696 3.328 -16.143 2.908 -1.141 1.968 H31 5KQ 33 5KQ HO1B H10 H 0 0 N N N 27.495 -0.662 -17.068 1.991 -1.872 -2.795 HO1B 5KQ 34 5KQ HO2 H11 H 0 1 N Y N 31.518 1.258 -15.290 0.774 -3.855 1.116 HO2 5KQ 35 5KQ H6 H12 H 0 1 N N N 27.186 1.717 -15.665 0.568 -0.354 -1.099 H6 5KQ 36 5KQ H7 H13 H 0 1 N N N 27.840 1.832 -12.954 -0.779 0.938 1.316 H7 5KQ 37 5KQ HO7 H14 H 0 1 N Y N 26.936 4.280 -13.618 -0.710 1.748 -1.471 HO7 5KQ 38 5KQ H8 H15 H 0 1 N N N 25.316 1.627 -14.570 -1.929 -0.400 -1.175 H8 5KQ 39 5KQ HO8 H16 H 0 1 N Y N 25.795 -0.569 -13.879 -1.998 -1.210 1.613 HO8 5KQ 40 5KQ H92 H17 H 0 1 N N N 25.778 0.999 -11.617 -3.276 0.891 1.241 H92 5KQ 41 5KQ H91 H18 H 0 1 N N N 24.906 2.458 -12.199 -3.239 1.561 -0.408 H91 5KQ 42 5KQ H19 H19 H 0 1 N N N 23.765 0.170 -13.460 -4.294 -1.056 -0.533 H19 5KQ 43 5KQ H20 H20 H 0 1 N N N 21.176 -0.430 -11.050 -6.528 -1.458 -0.747 H20 5KQ 44 5KQ H21 H21 H 0 1 N N N 21.297 0.067 -12.771 -7.472 -0.643 0.523 H21 5KQ 45 5KQ H22 H22 H 0 1 N N N 22.171 -1.392 -12.195 -7.435 0.026 -1.125 H22 5KQ 46 # # loop_ _chem_comp_bond.comp_id _chem_comp_bond.atom_id_1 _chem_comp_bond.atom_id_2 _chem_comp_bond.value_order _chem_comp_bond.pdbx_aromatic_flag _chem_comp_bond.pdbx_stereo_config _chem_comp_bond.pdbx_ordinal 5KQ O1A C1 DOUB N N 1 5KQ O4 C4 SING N N 2 5KQ C1 O1B SING N N 3 5KQ C1 C2 SING N N 4 5KQ C4 C3 SING N N 5 5KQ C4 C5 SING N N 6 5KQ C3 C2 SING N N 7 5KQ C2 O2 SING N N 8 5KQ C2 O6 SING N N 9 5KQ N5 C5 SING N N 10 5KQ N5 C10 SING N N 11 5KQ C5 C6 SING N N 12 5KQ C11 C10 SING N N 13 5KQ C6 O6 SING N N 14 5KQ C6 C7 SING N N 15 5KQ C10 O10 DOUB N N 16 5KQ O8 C8 SING N N 17 5KQ C8 C7 SING N N 18 5KQ C8 C9 SING N N 19 5KQ C7 O7 SING N N 20 5KQ NAD C9 SING N N 21 5KQ NAD CAB SING N N 22 5KQ CAA CAB SING N N 23 5KQ CAB OAC DOUB N N 24 5KQ C11 H111 SING N N 25 5KQ C11 H113 SING N N 26 5KQ C11 H112 SING N N 27 5KQ N5 HN5 SING N N 28 5KQ C5 H5 SING N N 29 5KQ C4 H4 SING N N 30 5KQ O4 HO4 SING N N 31 5KQ C3 H32 SING N N 32 5KQ C3 H31 SING N N 33 5KQ O1B HO1B SING N N 34 5KQ O2 HO2 SING N N 35 5KQ C6 H6 SING N N 36 5KQ C7 H7 SING N N 37 5KQ O7 HO7 SING N N 38 5KQ C8 H8 SING N N 39 5KQ O8 HO8 SING N N 40 5KQ C9 H92 SING N N 41 5KQ C9 H91 SING N N 42 5KQ NAD H19 SING N N 43 5KQ CAA H20 SING N N 44 5KQ CAA H21 SING N N 45 5KQ CAA H22 SING N N 46 # # loop_ _pdbx_chem_comp_descriptor.comp_id _pdbx_chem_comp_descriptor.type _pdbx_chem_comp_descriptor.program _pdbx_chem_comp_descriptor.program_version _pdbx_chem_comp_descriptor.descriptor 5KQ SMILES ACDLabs 12.01 "CC(=O)NC1C(OC(CC1O)(O)C(O)=O)C(O)C(CNC(=O)C)O" 5KQ InChI InChI 1.03 "InChI=1S/C13H22N2O9/c1-5(16)14-4-8(19)10(20)11-9(15-6(2)17)7(18)3-13(23,24-11)12(21)22/h7-11,18-20,23H,3-4H2,1-2H3,(H,14,16)(H,15,17)(H,21,22)/t7-,8-,9+,10-,11+,13+/m0/s1" 5KQ InChIKey InChI 1.03 VOVFDZJABRGWTQ-IAGKUOAJSA-N 5KQ SMILES_CANONICAL CACTVS 3.385 "CC(=O)NC[C@H](O)[C@H](O)[C@@H]1O[C@](O)(C[C@H](O)[C@H]1NC(C)=O)C(O)=O" 5KQ SMILES CACTVS 3.385 "CC(=O)NC[CH](O)[CH](O)[CH]1O[C](O)(C[CH](O)[CH]1NC(C)=O)C(O)=O" 5KQ SMILES_CANONICAL "OpenEye OEToolkits" 1.9.2 "CC(=O)NC[C@@H]([C@@H]([C@H]1[C@@H]([C@H](C[C@@](O1)(C(=O)O)O)O)NC(=O)C)O)O" 5KQ SMILES "OpenEye OEToolkits" 1.9.2 "CC(=O)NCC(C(C1C(C(CC(O1)(C(=O)O)O)O)NC(=O)C)O)O" # # loop_ _pdbx_chem_comp_identifier.comp_id _pdbx_chem_comp_identifier.type _pdbx_chem_comp_identifier.program _pdbx_chem_comp_identifier.program_version _pdbx_chem_comp_identifier.identifier 5KQ "SYSTEMATIC NAME" ACDLabs 12.01 ;(6R)-5-(acetylamino)-6-[(1S,2S)-3-(acetylamino)-1,2-dihydroxypropyl]-3,5-dideoxy-beta-L-threo-hex-2-ulopyranosonic acid ; 5KQ "SYSTEMATIC NAME" "OpenEye OEToolkits" 1.9.2 "(2R,4S,5R,6R)-5-acetamido-6-[(1S,2S)-3-acetamido-1,2-bis(oxidanyl)propyl]-2,4-bis(oxidanyl)oxane-2-carboxylic acid" 5KQ "IUPAC CARBOHYDRATE SYMBOL" PDB-CARE 1.0 a-D-Neup5Ac9NAc # # loop_ _pdbx_chem_comp_feature.comp_id _pdbx_chem_comp_feature.type _pdbx_chem_comp_feature.value _pdbx_chem_comp_feature.source _pdbx_chem_comp_feature.support 5KQ "CARBOHYDRATE ISOMER" L PDB ? 5KQ "CARBOHYDRATE RING" pyranose PDB ? 5KQ "CARBOHYDRATE ANOMER" beta PDB ? 5KQ "CARBOHYDRATE PRIMARY CARBONYL GROUP" ketose PDB ? # # loop_ _pdbx_chem_comp_audit.comp_id _pdbx_chem_comp_audit.action_type _pdbx_chem_comp_audit.date _pdbx_chem_comp_audit.processing_site 5KQ "Create component" 2015-10-14 RCSB 5KQ "Initial release" 2016-03-23 RCSB 5KQ "Other modification" 2020-07-03 RCSB 5KQ "Modify name" 2020-07-17 RCSB 5KQ "Modify synonyms" 2020-07-17 RCSB 5KQ "Modify internal type" 2020-07-17 RCSB 5KQ "Modify linking type" 2020-07-17 RCSB 5KQ "Modify atom id" 2020-07-17 RCSB 5KQ "Modify component atom id" 2020-07-17 RCSB 5KQ "Modify leaving atom flag" 2020-07-17 RCSB ##